Synthesis, Characterization and Molecular Docking Study of New 1,3,4-Thiadiazole Derivatives

In this study, a series of 5-(5-{(Z)-[(4-R1)methylidene]amino}-1,3,4-thiadiazol-2-yl)benzene-1,2,3-triol (L1-3), and 4-(5-{(Z)-[(4-R1)methylidene]amino}-1,3,4-thiadiazol-2-yl)benzene-1,2-diol (L4-6) compounds were synthesized, where R1 = 4-Nitro, 4-bromo, 4-chloro. The reaction between benzoic acid derivatives and hydrazinecarbothioamide in the basic medium gave the intended products with high yield and purity. The preparation of the compounds was confirmed by spectroscopic measurements in addition to physical properties. The biological properties of the prepared compounds were studied by molecular docking. The binding interaction between the new synthesized derivatives of 1,3,4-thiadiazole and the target, ADP-sugar pyrophosphatase, was studied. One of these 1,3,4-thiadiazole derivatives, 5-(5-{(Z)-[(4-nitrophenyl)methylidene]amino}-1,3,4-thiadiazol-2-yl)benzene-1,2,3-triol (L3) showed a high binding and coordination with its target. Molecular docking showed a docking score = −8.9 kcal/mol and MM-GBSA = −31.5 kcal/mol. The molecular docking estimation for the (L3) compound exhibited that four hydrogen bonds were created with NUDT5 Gene.